Reaction #96224

ord-e15f3a42963a45388e52153e7d875882

Reaction equation

CC(=O)Cc1ccncc1
4-pyridinylmethyl methyl ketone
CCOC=C(C#N)C#N
ethoxymethylenemalononitrile
CCO
ethanol
Cc1[nH]c(=O)c(C#N)cc1-c1ccncc1
1,2-dihydro-6-methyl-2-oxo-5-(4-pyridinyl)nicotinonitrile

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The invention resides in the process which comprises reacting pyridinylmethyl methyl ketone with ethoxymethylenemalononitrile in a lower-alkanol to produce 1,2-dihydro-6-methyl-2-oxo-5-(pyridinyl)nicotinonitrile, where pyridinyl is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents. In a preferred embodiment 4(or 3)-pyridinylmethyl methyl ketone and ethoxymethylenemalononitrile are heated in ethanol to produce 1,2-dihydro-6-methyl-2-oxo-5-[4(or 3)-pyridinyl]nicotinonitrile. In a particularly preferred embodiment 4-pyridinylmethyl methyl ketone and ethoxymethylenemalononitrile are heated in refluxing ethanol to produce 1,2-dihydro-6-methyl-2-oxo-5-(4-pyridinyl)nicotinonitrile.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04347363uspto-grants-1982_08